JPS62192390A - Production of 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane - Google Patents
Production of 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilaneInfo
- Publication number
- JPS62192390A JPS62192390A JP3280986A JP3280986A JPS62192390A JP S62192390 A JPS62192390 A JP S62192390A JP 3280986 A JP3280986 A JP 3280986A JP 3280986 A JP3280986 A JP 3280986A JP S62192390 A JPS62192390 A JP S62192390A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- disilane
- phenyldisilane
- dichloro
- trimethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- WTTXLOLKUGXKAO-UHFFFAOYSA-N chloro-[chloro(dimethyl)silyl]-methyl-phenylsilane Chemical compound C[Si](C)(Cl)[Si](C)(Cl)C1=CC=CC=C1 WTTXLOLKUGXKAO-UHFFFAOYSA-N 0.000 title claims abstract description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000003054 catalyst Substances 0.000 claims abstract description 11
- 229910017052 cobalt Inorganic materials 0.000 claims abstract description 9
- 239000010941 cobalt Substances 0.000 claims abstract description 9
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims abstract description 9
- GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 claims abstract description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 4
- KTPJDYNQZVAFBU-UHFFFAOYSA-N dichloro-[chloro(dimethyl)silyl]-methylsilane Chemical compound C[Si](C)(Cl)[Si](C)(Cl)Cl KTPJDYNQZVAFBU-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000005843 halogen group Chemical group 0.000 claims abstract description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract description 4
- -1 phenylmagnesium halide Chemical class 0.000 abstract description 4
- 239000000010 aprotic solvent Substances 0.000 abstract description 2
- 239000004020 conductor Substances 0.000 abstract description 2
- 230000003287 optical effect Effects 0.000 abstract description 2
- 229920002120 photoresistant polymer Polymers 0.000 abstract description 2
- 229920000548 poly(silane) polymer Polymers 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- PZPGRFITIJYNEJ-UHFFFAOYSA-N disilane Chemical compound [SiH3][SiH3] PZPGRFITIJYNEJ-UHFFFAOYSA-N 0.000 description 31
- 238000006243 chemical reaction Methods 0.000 description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 7
- 229910052749 magnesium Inorganic materials 0.000 description 7
- 239000011777 magnesium Substances 0.000 description 7
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- ANRQGKOBLBYXFM-UHFFFAOYSA-M phenylmagnesium bromide Chemical compound Br[Mg]C1=CC=CC=C1 ANRQGKOBLBYXFM-UHFFFAOYSA-M 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- COUMSRIIJWJSSY-UHFFFAOYSA-N chloro(chlorosilyl)silane Chemical compound Cl[SiH2][SiH2]Cl COUMSRIIJWJSSY-UHFFFAOYSA-N 0.000 description 2
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 2
- 229940050176 methyl chloride Drugs 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910019752 Mg2Si Inorganic materials 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- OOFNUKQLHBWRNL-UHFFFAOYSA-N dichloro(chlorosilyl)silane Chemical group Cl[SiH2][SiH](Cl)Cl OOFNUKQLHBWRNL-UHFFFAOYSA-N 0.000 description 1
- FXOCTISBMXDWGP-UHFFFAOYSA-N dichloro(silyl)silane Chemical compound [SiH3][SiH](Cl)Cl FXOCTISBMXDWGP-UHFFFAOYSA-N 0.000 description 1
- YELXPRPBZAIHGG-UHFFFAOYSA-N dichloro-[dimethyl(phenyl)silyl]-methylsilane Chemical compound C[Si](Cl)(Cl)[Si](C)(C)C1=CC=CC=C1 YELXPRPBZAIHGG-UHFFFAOYSA-N 0.000 description 1
- JDTCYQUMKGXSMX-UHFFFAOYSA-N dimethyl(methylsilyl)silane Chemical compound C[SiH2][SiH](C)C JDTCYQUMKGXSMX-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- IWCVDCOJSPWGRW-UHFFFAOYSA-M magnesium;benzene;chloride Chemical compound [Mg+2].[Cl-].C1=CC=[C-]C=C1 IWCVDCOJSPWGRW-UHFFFAOYSA-M 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011232 storage material Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、式（Ｉ［Ｉ）
ＣＱ Ｍｅ２ Ｓｉ Ｓｉ Ｍｅ ＣＱ、 （
ｍ）（式中、Ｍｅはメチル基を表わす）
で示される１、１．２−トリクロロ−１，２，２−トリ
メチルジシラン（以下、ジシラン（ＩＩＩ）と称する）
と一般式（ＴＶ）
Ｐｈ ＭｇＸ （ＩＶ）（
式中、Ｐｈはフェニル基を、又はハロゲン原子を表わす
）
で示されるフェニルマグネシウムハライド（以下、マグ
ネシウム試剤と称する）とをコバルト触媒の存在下に反
応させることからなる式（ＩＩ）ＣＱ Ｍｇ２Ｓｉ
Ｓｉ Ｍｅ Ｐｈ ＣＱ （ＩＩ）（式中、ｐｈおよ
びＭｅは前記と同一の意味を表わす）
で示される１、２−ジクロロ−１，２，２−トリメチル
−１−フェニルジシラン（以下、ジシラン（ＩＩ）と称
する）の製造法に関する発明である。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a compound having the formula (I[I) CQ Me2 Si Si Me CQ, (
m) (wherein Me represents a methyl group) 1,1,2-trichloro-1,2,2-trimethyldisilane (hereinafter referred to as disilane (III))
and the general formula (TV) Ph MgX (IV) (
Formula (II) CQ Mg2Si, which consists of reacting phenylmagnesium halide (hereinafter referred to as magnesium reagent) represented by (wherein Ph represents a phenyl group or a halogen atom) in the presence of a cobalt catalyst.
1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane (hereinafter referred to as disilane (II)) represented by Si Me Ph This invention relates to a method for manufacturing (referred to as )).
本発明のジシラン（Ｉｌ）は、電気伝導体、フォトレジ
スト、光情報記憶材料等としての機能を有するポリシラ
ンの中間体として有用な化合物である。Disilane (Il) of the present invention is a compound useful as an intermediate for polysilane having functions as an electrical conductor, a photoresist, an optical information storage material, and the like.
（従来技術）
従来、ジシラン（Ｉ［Ｉ）の如き１，１．２−トリクロ
ロジシラン骨格構造へのアリール基の選択的な導入手段
は開示されておらず、ジシラン〔ｌｌｌ〕の１−位のク
ロロ基１個のみに選択的にフェニル基を導入したジシラ
ン（ｎ）も文献未載の化合物である。(Prior Art) Conventionally, a means for selectively introducing an aryl group into a 1,1,2-trichlorodisilane skeleton structure such as disilane (I [I)] has not been disclosed. Disilane (n), in which a phenyl group is selectively introduced into only one chloro group, is also a compound that has not been described in any literature.
（発明が解決すべき問題点）
ジシラン（ＩＩ［］とマグネシウム試剤との反応でジシ
ラン〔■〕を製造する際、この反応を無触媒で行うと、
目的とする１、２−ジクロロジシラン型であるジシラン
（Ｉｌ）のほかに、１，１−ジクロロジシラン型である
式ＣＩ］
Ｐｈ Ｍｅ２ Ｓｉ Ｓｉ Ｍｅ ＣＯ２（Ｉ
）（式中、ｐｈおよびＭｅは前記と同一の意味を表わす
）
で示される１、１−ジクロロ−１，２，２−トリメチル
−２−フェニルジシラン（以下、ジシラン（Ｉ）と称す
る）がほぼ１：１の割合で生成し、ジシラン［１）また
はジシラン（Ｉｌ）のみを選択的に得られない欠点を有
している。(Problems to be solved by the invention) When disilane [■] is produced by the reaction of disilane (II [] and a magnesium reagent), if this reaction is carried out without a catalyst,
In addition to the desired 1,2-dichlorodisilane type disilane (Il), 1,1-dichlorodisilane type formula CI] Ph Me2 Si Si Si Me CO2 (I
) (wherein ph and Me have the same meanings as above) 1,1-dichloro-1,2,2-trimethyl-2-phenyldisilane (hereinafter referred to as disilane (I)) is approximately It is produced at a ratio of 1:1 and has the disadvantage that only disilane [1] or disilane (Il) cannot be selectively obtained.
（問題を解決するための手段）
本発明者らはジシラン（ｍ）とマグネシウム試剤との反
応において、ジシラン（ＩＩ）のみを選択的に製造する
方法について検討した結果、この反応をコバルト触媒の
存在下に行うことにより、ジシラン（ＩＴ）のみを選択
的に得る本発明を完成したものである。(Means for Solving the Problem) The present inventors investigated a method for selectively producing only disilane (II) in the reaction between disilane (m) and a magnesium reagent. By performing the following steps, the present invention has been completed in which only disilane (IT) is selectively obtained.
本発明の製造法を化学反応式で示すと下記のようになる
。The chemical reaction formula for the production method of the present invention is as follows.
（以下余白）
（ＩＩＩ） （Ｉｆ）本
発明で用いるコバルト触媒として塩化コバルト（ＣｏＣ
Ｑ ２）が代表的なものであるが、これに限定されるも
のではない。本発明の原料であるジシラン（ｍ）は、塩
化メチルと金属ケイ素とからジクロロジメチルシランを
合成する際に副生するジシラン留分より得られる。また
、マグネシウム試剤としてはフェニルマグネシウムブロ
マイドやフェニルマグネシウムクロライドのようなフェ
ニルマグネシウムハライドが用いられる。(Left below) (III) (If) Cobalt chloride (CoC) is used as a cobalt catalyst used in the present invention.
Q2) is a typical example, but it is not limited to this. Disilane (m), which is a raw material of the present invention, is obtained from a disilane fraction that is produced as a by-product when dichlorodimethylsilane is synthesized from methyl chloride and metal silicon. Furthermore, phenylmagnesium halides such as phenylmagnesium bromide and phenylmagnesium chloride are used as the magnesium reagent.
本発明は、ジシラン〔■〕１当量とマグネシウム試剤１
当量とを０．０１〜０．１当量のコバルト触媒の存在下
に、非プロトン性溶媒、たとえばｎ−ヘキサン、テトラ
ヒドロフラン、エチルエーテル、トルエン、ベンゼンな
どの溶媒中で反応させる。反応温度は０〜５０℃が好適
であり、通常は１〜１２時間で反応は完結するが、これ
らの反応条件に限定されない。反応終了後、常法の精製
法により精製し、ジシラン（ｍ）に対して８０％以上の
収率で高純度のジシラン［１１）が得られる。The present invention uses 1 equivalent of disilane [■] and 1 equivalent of magnesium reagent.
equivalents of cobalt catalyst in the presence of 0.01 to 0.1 equivalents of cobalt catalyst in an aprotic solvent such as n-hexane, tetrahydrofuran, ethyl ether, toluene, benzene, or the like. The reaction temperature is preferably 0 to 50°C, and the reaction is usually completed in 1 to 12 hours, but the reaction conditions are not limited to these. After the reaction is completed, it is purified by a conventional purification method to obtain highly pure disilane [11] with a yield of 80% or more based on disilane (m).
（効 果）
本発明は、ジシラン（ｍ）とマグネシウム試剤との反応
の触媒としてコバルト触媒を見出したものであり、コバ
ルト触媒の存在下に反応を行うことにより、１，２−ジ
クロロジシラン型であるジシラン（ｎ）を選択的に、か
つ好収率で得るものである。また、原料であるジシラン
（ｍ）は、塩化メチルと金属ケイ素とからジクロロジメ
チルシランを合成する際に１０〜２０％程度副生するジ
シラン留分より得られるが、現在このジシラン留分は未
利用のまま貯蔵または廃棄されており、本発明はかかる
未利用資源の有効利用をはかるものである。(Effects) In the present invention, a cobalt catalyst was discovered as a catalyst for the reaction between disilane (m) and a magnesium reagent, and by carrying out the reaction in the presence of a cobalt catalyst, 1,2-dichlorodisilane type A certain disilane (n) can be obtained selectively and in good yield. In addition, the raw material disilane (m) is obtained from the disilane fraction, which is a by-product of about 10 to 20% when dichlorodimethylsilane is synthesized from methyl chloride and metallic silicon, but this disilane fraction is currently unused. The present invention aims to make effective use of such unused resources.
（実施例） 以下、実施例および比較例により説明する。(Example) This will be explained below using Examples and Comparative Examples.
比較例
冷却管、滴下ロート、温度計および攪拌機を備えたＩＱ
四つロフラスコに、１．Ｌ２−トリクロロ−１，２，２
−トリメチルジシラン１０３．８ｇ （０，５モル）お
よびエチルエーテル２００ｇを仕込み、攪拌しながらフ
ェニルマグネシウムブロマイド９０．５ｇ（０，５モル
）のエチルエーテル溶液を、反応温度を２５〜３０℃に
保ちながら３時間を要して滴下した。滴下終了後、２５
〜３０℃で２時間攪拌を続け、反応を完結させた。次い
で反応物を同定するために、副生じたマグネシウム塩を
戸別して得た生成物の少量を水素化アルミニウムリチウ
ムで還元し、還元生成物のＪ（−ＮＭＲスペクトル（ｃ
、、’ｏ ｓ ）を測定した結果、下記のようにａ、
ｂの水素が確認でき、その強度比は１：１であった。Comparative example IQ equipped with cooling tube, dropping funnel, thermometer and stirrer
In a four-loaf flask, 1. L2-trichloro-1,2,2
- 103.8 g (0.5 mol) of trimethyldisilane and 200 g of ethyl ether were charged, and while stirring, a solution of 90.5 g (0.5 mol) of phenylmagnesium bromide in ethyl ether was added while maintaining the reaction temperature at 25 to 30°C. The dropwise addition took 3 hours. After completion of dripping, 25
Stirring was continued for 2 hours at ~30°C to complete the reaction. Next, in order to identify the reactant, a small amount of the product obtained by removing the by-product magnesium salt was reduced with lithium aluminum hydride, and the J(-NMR spectrum (c
,,'o s ), the results show that a,
Hydrogen in b was confirmed, and the intensity ratio was 1:1.
ａ ： ３．２−３．５ ｐｐｍ （ｑ）ｂ ：
３．６−４．４ ｐｐｍ （ｍ）従って、本反応の
生成物はＩ、１−ジクロロ−１，、２、２−トリメチル
−２−フェニルジシランと１，２−ジクロロ−１，２，
２−トリメチル−１−フェニルジシランとの１：１の混
合物である。a: 3.2-3.5 ppm (q)b:
3.6-4.4 ppm (m) Therefore, the products of this reaction are I,1-dichloro-1,,2,2-trimethyl-2-phenyldisilane and 1,2-dichloro-1,2,
It is a 1:1 mixture with 2-trimethyl-1-phenyldisilane.
実施例
比較例と同じ装置に、１，１．２−トリクロロ−１，２
゜２−トリメチルジシラン１０３．８ｇ（０，５モル）
、塩化コバルト６．５ｇ（０，０５モル）およびエチル
エーテル２００ｇを仕込み、攪拌しながらフェニルマグ
ネシウムブロマイド９０．５ｇ（０，５モル）のエチル
エーテル溶液を、反応温度を２５〜３０℃に保ちながら
３時間を要して滴下した。滴下終了後２５〜３０℃で２
時間攪拌を続は反応を完結させた。副生じたマグネシウ
ム液を戸別して得た生成物を、比較例と同様にして’Ｈ
−ＮＭＲスペクトル（ｃｓｏｓ）を測定した結果、１，
２−ジクロロ−１，２，２−トリメチル−１−フェニル
ジシランが良好な選択性で得られることを確認した。次
いで常法により精製し、１，２−ジクロロ−１，２，２
−トリメチル−１−フェニルジシラン１０３．５ｇを得
た。収率８３％。1,1.2-trichloro-1,2 was added to the same equipment as in the comparative examples.
゜2-Trimethyldisilane 103.8g (0.5 mol)
, 6.5 g (0.05 mol) of cobalt chloride and 200 g of ethyl ether were charged, and while stirring, a solution of 90.5 g (0.5 mol) of phenylmagnesium bromide in ethyl ether was added while maintaining the reaction temperature at 25 to 30°C. The dropwise addition took 3 hours. 2 at 25-30℃ after the completion of dropping.
After stirring for an hour, the reaction was completed. The by-produced magnesium liquid was collected from each household, and the resulting product was treated with 'H' in the same manner as in the comparative example.
-As a result of measuring the NMR spectrum (csos), 1,
It was confirmed that 2-dichloro-1,2,2-trimethyl-1-phenyldisilane was obtained with good selectivity. Then, it was purified by a conventional method to obtain 1,2-dichloro-1,2,2
103.5 g of -trimethyl-1-phenyldisilane was obtained. Yield 83%.
沸点 ：１２９〜１３１℃７２０ｍｍＨｇマススペクト
ル： ２４９（ｍ＋１）プロトンＮＭＲスペクトル（
ＣＣＬ）：ａ ： ７．１〜７．６ ｐｐｍ （ｍ 、
５ Ｈ）ｂ ： ０．４５ ｐｐ＋ａ （ｓ 、
６ Ｈ）ｃ ： ０．６５ ｐｐｍ （ｓ 、
３ Ｈ）赤外吸収スペクトル（ＮａＣＱ ） ： （Ｃ
ｍ−１）３１８０、２９７５．１４８５．１４３０゜１
４００、１２５５．１１１５゜
手続補正書
昭和６１年７月９日
３、補正をする者
事件との関係 特許出願人
東京都中央区京橋二丁目１７番４号
有機合成薬品工業株式会社
代表者玉重雅雄
４、代理人
明細書の「発明の詳細な説明」の欄
６、補正の内容Boiling point: 129-131℃ 720mmHg Mass spectrum: 249 (m+1) Proton NMR spectrum (
CCL): a: 7.1-7.6 ppm (m,
5 H) b: 0.45 pp+a (s,
6H)c: 0.65 ppm (s,
3H) Infrared absorption spectrum (NaCQ): (C
m-1) 3180, 2975.1485.1430°1
400, 1255.1115゜Procedural Amendment July 9, 1986 3. Person making the amendment Relationship to the case Patent applicant Tamashige, Representative of Organic Synthetic Pharmaceutical Industry Co., Ltd., 2-17-4 Kyobashi, Chuo-ku, Tokyo Masao 4, "Detailed description of the invention" column 6 of the agent's specification, content of amendment
Claims (1)
（式中、Ｍｅはメチル基を表わす） で示される１，１，２−トリクロロ−１，２，２−トリ
メチルジシランと一般式〔IV〕 Ｐｈ ＭｇＸ〔IV〕 （式中、Ｐｈはフェニル基を、Ｘはハロ ゲン原子を表わす） で示されるフェニルマグネシウムハライドとをコバルト
触媒の存在下に反応させることを特徴とする式〔II〕 Ｃｌ Ｍｅ＿２ Ｓｉ Ｓｉ Ｍｅ Ｐｈ Ｃｌ〔II〕
（式中、ＰｈおよびＭｅは前記と同一の意 味を表わす） で示される１，２−ジクロロ−１，２，２−トリメチル
−１−フェニルジシランの製造法。 ２、コバルト触媒が塩化コバルトである特許請求の範囲
第１項記載の１，２−ジクロロ−１，２，２−トリメチ
ル−１−フェニルジシランの製造法。[Claims] 1. Formula [III] Cl Me_2 Si Si Me Cl_2 [III]
(In the formula, Me represents a methyl group) 1,1,2-trichloro-1,2,2-trimethyldisilane and the general formula [IV] Ph MgX [IV] (In the formula, Ph represents a phenyl group) , X represents a halogen atom) in the presence of a cobalt catalyst.
(In the formula, Ph and Me have the same meanings as above.) A method for producing 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane. 2. The method for producing 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane according to claim 1, wherein the cobalt catalyst is cobalt chloride.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3280986A JPH0631270B2 (en) | 1986-02-19 | 1986-02-19 | Process for producing 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane |
| US07/011,964 US4716240A (en) | 1986-02-19 | 1987-02-06 | 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane and method for producing the same |
| DE8787101915T DE3760507D1 (en) | 1986-02-19 | 1987-02-11 | 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane and method for producing the same |
| EP87101915A EP0234412B1 (en) | 1986-02-19 | 1987-02-11 | 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane and method for producing the same |
| CA000530040A CA1301184C (en) | 1986-02-19 | 1987-02-18 | 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane and method for producing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3280986A JPH0631270B2 (en) | 1986-02-19 | 1986-02-19 | Process for producing 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62192390A true JPS62192390A (en) | 1987-08-22 |
| JPH0631270B2 JPH0631270B2 (en) | 1994-04-27 |
Family
ID=12369159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3280986A Expired - Lifetime JPH0631270B2 (en) | 1986-02-19 | 1986-02-19 | Process for producing 1,2-dichloro-1,2,2-trimethyl-1-phenyldisilane |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0631270B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62192389A (en) * | 1986-02-19 | 1987-08-22 | Yuki Gosei Yakuhin Kogyo Kk | 1,1-dichloro-1,2,2,-trimethyl-2-phenyldisilane and production thereof |
-
1986
- 1986-02-19 JP JP3280986A patent/JPH0631270B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62192389A (en) * | 1986-02-19 | 1987-08-22 | Yuki Gosei Yakuhin Kogyo Kk | 1,1-dichloro-1,2,2,-trimethyl-2-phenyldisilane and production thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0631270B2 (en) | 1994-04-27 |
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| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |